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2-Methylenebicyclo[2.2.1]-heptane

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Condensed phase thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Deltafliquid-0.97 ± 0.40kcal/molCcbSkuratov, Kozina, et al., 1969 
Quantity Value Units Method Reference Comment
Deltacliquid-1161.33 ± 0.39kcal/molCcbSkuratov, Kozina, et al., 1969Corresponding «DELTA»fliquid = -0.97 kcal/mol (simple calculation by NIST; no Washburn corrections)

Reaction thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: John E. Bartmess

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

2-methylenenorbornan-3-ide anion + Hydrogen cation = 2-Methylenebicyclo[2.2.1]-heptane

By formula: C8H11- + H+ = C8H12

Quantity Value Units Method Reference Comment
Deltar389.21 ± 0.85kcal/molG+TSLee and Squires, 1986gas phase; 0.4 kcal < HOH
Quantity Value Units Method Reference Comment
Deltar382.30 ± 0.60kcal/molIMRELee and Squires, 1986gas phase; 0.4 kcal < HOH

Gas phase ion energetics data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

View reactions leading to C8H12+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
Proton affinity (review)205.7kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity198.8kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
9.04PEAsmus and Klessinger, 1974Vertical value; LLK
9.02PECowling, Johnstone, et al., 1973Vertical value; LLK

De-protonation reactions

2-methylenenorbornan-3-ide anion + Hydrogen cation = 2-Methylenebicyclo[2.2.1]-heptane

By formula: C8H11- + H+ = C8H12

Quantity Value Units Method Reference Comment
Deltar389.21 ± 0.85kcal/molG+TSLee and Squires, 1986gas phase; 0.4 kcal < HOH; B
Quantity Value Units Method Reference Comment
Deltar382.30 ± 0.60kcal/molIMRELee and Squires, 1986gas phase; 0.4 kcal < HOH; B

Mass spectrum (electron ionization)

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin P. VAINIOTALO, DEPT. CHEM., UNIV. JOENSUU, JOENSUU, FINLAND
NIST MS number 138893

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References

Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Skuratov, Kozina, et al., 1969
Skuratov, S.M.; Kozina, M.P.; Timofeeva, L.P.; Belikova, N.A.; Plate, A.F., Heats of combustion, formation, isomerization, and hydrogenation of 2-methylenebicyclo[2,2,1]heptane and a mixture of exo- and endo-5-methylbicyclo[2.2.1]hept-2-ene, Dokl. Akad. Nauk SSSR, 1969, 187, 343-346. [all data]

Lee and Squires, 1986
Lee, R.E.; Squires, R.R., Anionic homoaromaticity: A gas phase experimental study, J. Am. Chem. Soc., 1986, 105, 5078. [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Asmus and Klessinger, 1974
Asmus, P.; Klessinger, M., Photoelectron spectra of organic compounds. VI. Exocyclic methylene compounds, Tetrahedron, 1974, 30, 2477. [all data]

Cowling, Johnstone, et al., 1973
Cowling, S.A.; Johnstone, R.A.W.; Gorman, A.A.; Smith, P.G., Photoelectron spectrum of 5-methylenenorborn-2-ene and through-space interactions (homobutadiene conjugation), J. Chem. Soc., Chem. Commun., 1973, 627. [all data]


Notes

Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), References